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Tandem Three‐Component Synthesis of syn‐1,2‐ and syn‐1,3‐Diol Derivatives
Authors:Keisuke Murata  Hiroya Takeshita  Keita Sakamoto  Haruhiko Fuwa
Abstract:The development of efficient methods for stereocontrolled synthesis of polyol derivatives has been of continuing interest for the synthetic community. We describe herein tandem olefin cross‐metathesis/hemiacetalization/intramolecular oxa‐Michael addition of allylic/homoallylic alcohols, α,β‐unsaturated ketones, and aldehydes, which enabled the synthesis of syn‐1,2‐ and syn‐1,3‐diol derivatives in a step‐economical manner. A series of differentially protected polyol derivatives could be obtained in subsequent transformations via chemoselective/regioselective cleavage of the acetal moiety of the tandem reaction products.
Keywords:synthetic methods  tandem reactions  one-pot reactions  reaction integration  polyols
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